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Compound Detail

CHEMBL1085716

BIS(ETHYLCARBAMATE)BETULIN
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C=C(C)[C@@H]1CC[C@]2(COC(=O)NCC)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)NCC)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1085716
Name BIS(ETHYLCARBAMATE)BETULIN
Phase Preclinical
Structure Type MOL
InChI Key VOSFIJGEMFVZIF-ZFWQOJDZSA-N
14
Targets
21
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

584.9
MW (Da)
8.50
ALogP
4
HBA
2
HBD
76.7
PSA (Ų)
0.31
QED
2
Ro5 Violations
6
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C36H60N2O4
MW 584.89
Aromatic Rings 0
Heavy Atoms 42
NP-Likeness 2.31

Activity Summary

IC50 15 meas. best 5.56
EC50 6 meas. best 5.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SW480
CHEMBL612544
 IC50 5.56 5.56 2770.0 1
A549
CHEMBL392
 IC50 5.54 5.54 2910.0 1
SW-1736
CHEMBL614773
 IC50 5.44 5.44 3600.0 1
HCT-116
CHEMBL394
 IC50 5.42 5.42 3840.0 1
HCT-8
CHEMBL613510
 IC50 5.41 5.41 3910.0 1
A2780
CHEMBL614004
 IC50 5.36 5.36 4370.0 1
A2780
CHEMBL614004
 EC50 5.24 5.24 5800.0 1
A-431
CHEMBL614069
 IC50 5.22 5.22 6080.0 1
HT-29
CHEMBL384
 IC50 5.21 5.21 6200.0 1
FaDu
CHEMBL612250
 IC50 5.1 5.1 7880.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.09 5.0067 8180.0 3
DLD-1
CHEMBL614285
 IC50 5.08 5.08 8320.0 1
HT-29
CHEMBL384
 EC50 5.08 5.08 8300.0 1
8505C
CHEMBL1075387
 IC50 5.03 5.03 9390.0 1
A549
CHEMBL392
 EC50 4.97 4.97 10700.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 4.9 4.9 12600.0 1
MCF7
CHEMBL387
 IC50 4.75 4.75 17700.0 1
HeLa
CHEMBL399
 EC50 4.75 4.75 17800.0 1
MCF7
CHEMBL387
 EC50 4.63 4.63 23300.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SW480 IC50 = 2770.0 nM 5.56 Cytotoxicity against human SW480 cells after 96 hrs by SRB assay 20451375
A549 IC50 = 2910.0 nM 5.54 Cytotoxicity against human A549 cells after 96 hrs by SRB assay 20451375
SW-1736 IC50 = 3600.0 nM 5.44 Cytotoxicity against human SW1736 cells after 96 hrs by SRB assay 20451375
HCT-116 IC50 = 3840.0 nM 5.42 Cytotoxicity against human HCT116 cells after 96 hrs by SRB assay 20451375
HCT-8 IC50 = 3910.0 nM 5.41 Cytotoxicity against human HCT8 cells after 96 hrs by SRB assay 20451375
A2780 IC50 = 4370.0 nM 5.36 Cytotoxicity against human A2780 cells after 96 hrs by SRB assay 20451375
A2780 EC50 = 5800.0 nM 5.24 Cytotoxicity against human A2780 cells after 96 hrs by SRB assay 26547057
A-431 IC50 = 6080.0 nM 5.22 Cytotoxicity against human A431 cells after 96 hrs by SRB assay 20451375
HT-29 IC50 = 6200.0 nM 5.21 Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay 20451375
FaDu IC50 = 7880.0 nM 5.1 Cytotoxicity against human FADU cells after 96 hrs by SRB assay 20451375
NON-PROTEIN TARGET IC50 = 8180.0 nM 5.09 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 20451375
HT-29 EC50 = 8300.0 nM 5.08 Cytotoxicity against human HT-29 cells after 96 hrs by SRB assay 26547057
DLD-1 IC50 = 8320.0 nM 5.08 Cytotoxicity against human DLD1 cells after 96 hrs by SRB assay 20451375
8505C IC50 = 9390.0 nM 5.03 Cytotoxicity against human 8505C cells after 96 hrs by SRB assay 20451375
NON-PROTEIN TARGET IC50 = 9710.0 nM 5.01 Cytotoxicity against human A253 cells after 96 hrs by SRB assay 20451375
A549 EC50 = 10700.0 nM 4.97 Cytotoxicity against human A549 cells after 96 hrs by SRB assay 26547057
NON-PROTEIN TARGET IC50 = 12030.0 nM 4.92 Cytotoxicity against human Liposarcoma cells after 96 hrs by SRB assay 20451375
NON-PROTEIN TARGET EC50 = 12600.0 nM 4.9 Cytotoxicity against human 518A2 cells after 96 hrs by SRB assay 26547057
HeLa EC50 = 17800.0 nM 4.75 Cytotoxicity against human HeLa cells after 96 hrs by SRB assay 26547057
MCF7 IC50 = 17700.0 nM 4.75 Cytotoxicity against human MCF7 cells after 96 hrs by SRB assay 20451375

Literature References

PubMed DOI Target Context # Activities
20451375 10.1016/j.bmcl.2010.04.004 Unchecked 4
20451375 10.1016/j.bmcl.2010.04.004 NON-PROTEIN TARGET 3
20451375 10.1016/j.bmcl.2010.04.004 A549 3
20451375 10.1016/j.bmcl.2010.04.004 8505C 2
20451375 10.1016/j.bmcl.2010.04.004 ADMET 2
20451375 10.1016/j.bmcl.2010.04.004 SW480 2
20451375 10.1016/j.bmcl.2010.04.004 MCF7 2
20451375 10.1016/j.bmcl.2010.04.004 HT-29 2
20451375 10.1016/j.bmcl.2010.04.004 HCT-116 2
20451375 10.1016/j.bmcl.2010.04.004 HCT-8 2
20451375 10.1016/j.bmcl.2010.04.004 FaDu 2
20451375 10.1016/j.bmcl.2010.04.004 DLD-1 2
20451375 10.1016/j.bmcl.2010.04.004 A2780 2
20451375 10.1016/j.bmcl.2010.04.004 A-431 2
20451375 10.1016/j.bmcl.2010.04.004 SW-1736 1
26547057 10.1016/j.ejmech.2015.10.043 NON-PROTEIN TARGET 1
26547057 10.1016/j.ejmech.2015.10.043 A2780 1
26547057 10.1016/j.ejmech.2015.10.043 A549 1
26547057 10.1016/j.ejmech.2015.10.043 MCF7 1
26547057 10.1016/j.ejmech.2015.10.043 ADMET 1

Data from ChEMBL 36 via Core Engine